Solution-phase synthesis of porcine brain natriuretic peptide (pBNP) using S-trimethylacetamidomethylcysteine |
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| Authors: | Y Kiso M Yoshida T Kimura Y Fujiwara M Shimokura K Akaji |
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| Institution: | Department of Medicinal Chemistry, Kyoto Pharmaceutical University, Japan. |
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| Abstract: | The hexadodecapeptide corresponding to the entire amino acid sequence of porcine brain natriuretic peptide (pBNP) was synthesized by assembling four segments in solution, followed by HF deprotection and subsequent oxidation to establish an intramolecular disulfide bridge. The synthesis using the newly developed S-trimethylacetamidomethylcysteine Cys(Tacm)] derivative gave a better yield than that using the S-2,4,6-trimethylbenzylcysteine Cys(Tmb)] derivative. The chick rectum relaxant activity of the synthetic pBNP was 2.9 times more potent than that of alpha-rat atrial natriuretic peptide (alpha-rANP). |
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